Facile and Efficient Production of Biomass-Derived Isosorbide Dioxides via Epoxidation Using In situ-generated DMDO under Ultrasonication

Seungmin Hong; Kyung-An Kim; Yeonkyeong Ryu; Wonjoo Lee; Younghoon Kim; Hyun Gil Cha

doi:10.1002/asia.202300744

Facile and Efficient Production of Biomass-Derived Isosorbide Dioxides via Epoxidation Using In situ-generated DMDO under Ultrasonication

Chem Asian J. 2023 Nov 16;18(22):e202300744. doi: 10.1002/asia.202300744. Epub 2023 Oct 19.

Authors

Seungmin Hong^{1

2}, Kyung-An Kim¹, Yeonkyeong Ryu¹, Wonjoo Lee³, Younghoon Kim¹, Hyun Gil Cha¹

Affiliations

¹ Center for Bio-based Chemistry, Korea Research Institute of Chemical Technology (KRICT), Ulsan, 44429, Republic of Korea.
² Department of Chemical Engineering, Pukyong National University, Busan, 48513, Republic of Korea.
³ Center for Specialty Chemicals, Korea Research Institute of Chemical Technology (KRICT), Ulsan, 44412, Republic of Korea.

PMID: 37792858
DOI: 10.1002/asia.202300744

Abstract

Herein, we present a facile synthetic process for producing biomass-derived isosorbide (ISB) dioxides using dimethyl dioxirane (DMDO) as an efficient oxidizing agent, which was generated in situ from acetone and KHSO₅ . To achieve high conversion and product yield, the KHSO₅ concentration, KHSO₅ flow rate, and reaction temperature were optimized. Under the optimal conditions, rapid and efficient epoxidation using the in situ-generated DMDO was observed under ultrasonication, yielding the desired product within 35 min at 0 °C. This study offers a convenient and efficient method for generating biomass-derived ISB building blocks, which have significant potential for the fabrication of bioplastics.

Keywords: Biomass-derived monomer; Dimethyl dioxirane; Green Epoxidation; Isosorbide; Ultrasonication.

Abstract

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